Evidence map›Paper›PMID 38358802›Full record

ArticleAngewandte Chemie (International ed. in English)2024

Total Synthesis of Dragocins A-C through Electrochemical Cyclization.

Brendyn P Smith, Nathanyal J Truax, Alexandros S Pollatos, Michael Meanwell, Pranali Bedekar, Alberto F Garrido-Castro, Phil S Baran

Abstract read
In one paragraph

Article in Angewandte Chemie (International ed. in English), 2024. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 5 papers.

0numbers the graph read from it
0cells of the map it votes in
5citing papers in PubMed
–field-weighted citation impact
1 · What the graph read from it

What it found

Each row is one number read from the abstract, on the scale the paper reported it, with its interval. Left of the dashed line favours the treatment, right favours the comparator. Under each row is the sentence it came from. New to these charts? A ten-minute tutorial.

The abstract states no effect estimate the extractor could read, or names no intervention and outcome on the map, so this paper lights no cell and moves no belief. It is still indexed, cited and linked below.

2 · The registry

The trial behind it

Trials whose registry record cites this paper, or whose number appears in the abstract. A trial that started after this paper was published is citing it as background, not reporting it.

Neither the registry nor the abstract names a trial number. If this is a trial report, that itself is worth knowing.

3 · Its place in the literature

Who cites it

5 citing papers in PubMed.

  1. Article
  2. Review
  3. Marine natural products.Natural product reports · 2026
    Review
  4. Asymmetric C-H Functionalization ofJournal of the American Chemical Society · 2025
    Article
  5. Article
4 · The record

Corrections and comments

PubMed lists nothing against this paper. Absence here is not a guarantee, only a check that was made.

5 · Who and what money

Authors and funding

7 authors.

Brendyn P SmithDepartment of Chemistry, Scripps Research, 10550 N. Torrey Pines Road, La Jolla, California 92037, United States.ORCID https://orcid.org/0009-0006-4619-9547
Nathanyal J TruaxDepartment of Chemistry, Scripps Research, 10550 N. Torrey Pines Road, La Jolla, California 92037, United States.ORCID https://orcid.org/0000-0002-8510-2326
Alexandros S PollatosDepartment of Chemistry, Scripps Research, 10550 N. Torrey Pines Road, La Jolla, California 92037, United States.ORCID https://orcid.org/0000-0002-3688-3218
Michael MeanwellDepartment of Chemistry, Scripps Research, 10550 N. Torrey Pines Road, La Jolla, California 92037, United States.ORCID https://orcid.org/0000-0002-4217-8478
Pranali BedekarDepartment of Chemistry, Scripps Research, 10550 N. Torrey Pines Road, La Jolla, California 92037, United States.
Alberto F Garrido-CastroDepartment of Chemistry, Scripps Research, 10550 N. Torrey Pines Road, La Jolla, California 92037, United States.
Phil S BaranDepartment of Chemistry, Scripps Research, 10550 N. Torrey Pines Road, La Jolla, California 92037, United States.ORCID https://orcid.org/0000-0001-9193-9053

Funding

Scalable Synthesis and New Bond DisconnectionsR35GM118176 · NIGMS · SCRIPPS RESEARCH INSTITUTE, THE · PI BARAN, PHIL S · 2016 to 2025
$11.5M
Foundation for the National Institutes of Health GM-118176NIGMS NIH HHS R35 GM118176
6 · The paper itself

Abstract

The first total synthesis of dragocins A-C, remarkable natural products containing an unusual C4' oxidized ribose architecture bridged by a polyhydroxylated pyrrolidine, is presented through a route featuring a number of uncommon maneuvers. Several generations towards the target molecules are presented, including the spectacular failure of a key C-H oxidation on a late-stage intermediate. The final route features rapid, stereocontrolled access to a densely functionalized pyrrolidine and an unprecedented diastereoselective oxidative electrochemical cyclization to forge the hallmark 9-membered ring. Preliminary studies suggest this electrochemical oxidation protocol is generally useful.

Indexed as

alkaloidselectrochemistrytotal synthesis

Identifiers

PMID38358802
PMCPMC11619770

What OpenQuestion holds

Textmetadata
LicenceTDM
Read underepoch 390

Registered trials

None linked

Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the OpenQuestion graph.